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20.2 Outline a procedure for separating a mixture

20.2 Outline a procedure for separating a mixture

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<strong>20.2</strong>0 (a) Starting with aniline and assuming that you have 2-aminothiazole available, show how<br />

you would synthesize sulfathiazole. (b) How would you convert sulfathiazole to<br />

succinylsulfathiazole?<br />

Answer:<br />

(a)<br />

(b)<br />

H 2N<br />

NH2<br />

NH2<br />

S<br />

SO2NH<br />

N<br />

(CH 3CO) 2O<br />

S<br />

N<br />

H 2N<br />

O<br />

NHCCH 3<br />

SO 2NH<br />

S<br />

N<br />

2-Aminothiazole<br />

O<br />

O<br />

O<br />

-HCl<br />

O<br />

NHCCH 3<br />

S<br />

N<br />

HOSO2Cl 80℃<br />

(1)dilute HCl,heat<br />

(2)HCO 3 -<br />

O<br />

O<br />

NHCCH 3<br />

SO 2Cl<br />

NH2<br />

SO2NH<br />

S<br />

Sulfathiazole<br />

NHCCH2COOH<br />

SO2NH<br />

S<br />

N<br />

Succinylsulfathiazole<br />

N

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